Quinoxalines: Synthesis, Reactions, Mechanisms and Structure

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This book reviews the fundamental aspects of quinoxaline chemistry: synthesis, reactions, mechanisms, structure, properties, and uses. The first four chapters present a survey of the developments in quinoxaline chemistry since the publication of the monograph on “Condensed Pyrazines” by Cheeseman and Cookson in 1979. These chapters give comprehensive coverage of all the methods of the synthesis of quinoxalines and  the important quinoxaline-containing ring systems such as thiazolo[3,4-a]-, pyrrolo[1,2-a]-, and imidazo[1,5-a]quinoxalines. Chapter five describes many new methods for the construction of quinoxaline macrocycles, which are important in applications such as optical devices and materials. The final chapter reviews all previously known rearrangements of heterocyclic systems that lead to benzimidazole derivatives. Mamedov critically analyses these transformations to reveal a novel acid-catalyzed rearrangement of quinoxalinones giving 2-heteroarylbenzimidazoles and 1-heteroarylbenzimidazolones in the presence of nucleophilic reactants (MAMEDOV Heterocycle Rearrangement). This book is of interest to researchers in the fields of heterocyclic and synthetic organic chemistry. 

Author(s): Vakhid A. Mamedov
Publisher: Springer
Year: 2016

Language: English
Pages: xvi+437
Tags: Organic Chemistry; Medicinal Chemistry; Industrial Chemistry/Chemical Engineering

Front Matter....Pages i-xv
Quinoxaline–As a Parent Heterocycle....Pages 1-4
Synthesis of Quinoxalines....Pages 5-133
Synthesis of Pyrrolo[l,2-a]quinoxalines....Pages 135-210
Synthesis of Imidazo[1,5-a]- and Imidazo[1,2-a]quinoxalines....Pages 211-270
Synthesis of Quinoxaline Macrocycles....Pages 271-342
Rearrangements of Quinoxalin(on)es for the Synthesis of Benzimidazol(on)es....Pages 343-422
Back Matter....Pages 423-437